phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside
CAS No.:1309377-89-6
Molecular Formula:C₂₃H₂₉NO₇S
Molecular Weight:463.552
Hs Code.:

Synonyms:phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

There total 8 articles about phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

: 1309377-88-5
phenyl 2,3,4-tri-O-(4-methoxybenzyl)-6-O-(3-benzyloxycarbonylaminopropyl)-1-thio-β-D-galactopyranoside

: 1309377-89-6
phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2011.03.023

Reference yield:

: 741677-99-6
phenyl 2,3,4-tri-O-(4-methoxybenzyl)-6-hydroxy-1-thio-β-D-galactopyranoside

: 1309377-89-6
phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -10 °C / Inert atmosphere

1.2: 24.5 h / -10 - 20 °C / Inert atmosphere

2.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 24 h / 20 °C

With water; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2011.03.023

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 1309377-89-6
phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; triethylamine / 21.33 h / -10 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4.5 h / -10 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 7 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -10 °C / Inert atmosphere

4.2: 24.5 h / -10 - 20 °C / Inert atmosphere

5.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 24 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; water; sodium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2011.03.023